"Pirates of the Plain" details the adventure of Jezebel Jack, a pirate with a heart of gold that is sent to the future where he meets Bobby, a young boy with an overactive imagination.
| Actor | Role |
|---|---|
 Tim CurryJezebel Jack | Jezebel Jack |
 Seth AdkinsBobby | Bobby |
| JJeffrey PillarsDeGroot | DeGroot |
 Jeffrey Buckner FordSkinner | Skinner |
 Charles NapierGrandpa | Grandpa |
 Daniel McVicarKarl | Karl |
 Dee WallaceGlenna (as Dee Wallace-Stone) | Glenna (as Dee Wallace-Stone) |
 Sean HiggsSuey | Suey |
 Danny KeoghMurzol | Murzol |
 Peter ButlerShip's Medic | Ship's Medic |
| JJeroen KranenburgRoss | Ross |
 Farouk Valley-OmarMakaka | Makaka |
 André JacobsThurston | Thurston |
| DDavid MüllerBoatswain | Boatswain |
| RRick RogersOne-Eyed | One-Eyed |
| MMichael MüllerBig Pete | Big Pete |
| MMaureen TysonMrs. Gateland | Mrs. Gateland |
 Ronald FranceMr. Gray | Mr. Gray |
 Tertius MeintjesFergus | Fergus |
 Warrick GrierCole | Cole |
 Jonathan PienaarJesse | Jesse |
 Bart FoucheFrank | Frank |
| AAmanda WilsonNurse | Nurse |
 Sean Cameron MichaelShopping Network Announcer | Shopping Network Announcer |
| LLaura SteedReceptionist | Receptionist |
 Mehboob BawaDoctor | Doctor |
| NNatasha LampropoulosMeter Maid | Meter Maid |
| EEdward B. GrantLocksmith | Locksmith |
 Langley KirkwoodCredit Manager | Credit Manager |
| BBilly SecondMrs. Yates | Mrs. Yates |